Considering YNAB 5 isn't even under development yet, I think this is one of those "wait and see" kinda topics. Assuming we're greenlit, this is something we'll start thinking about much closer to the release of YNAB 5.

We've still got a whole load more free updates to come with YNAB 4, with a few big additions.

Sure, that kind of promotion is actually very common. The same happened with Torchlight 2 or Serious Sam: BFE or whatever other games.

However, Cities XL 2011 is still up for purchase or download and still takes a slot in your library; more importantly, Cities XL 2012 cannot get Steam Cloud files from Cities XL 2011. (I'm actually not positive on this, owners of Mass Effect 2 on Steam might know this better than I do.)

I don't think that's what YNAB wants, but it's clear the problem isn't even on the radar now. :)

Yep, definitely not even on the radar at this point - we'll worry about that when (if?) we get there!We'll definitely do what we can to make the upgrade path easy. The jump from YNAB 3 to 4 found your last opened budget file and gave you the option of opening it by default. At this stage we aren't really looking into using Steam Cloud for the budget saves (we use dropbox for cloud syncing), but if this takes off, we may consider adding it as another save option.

(Oh, and I'm one of the devs - it doesn't highlight it in the discussions, but it does on the comments page)